IP Library Granted Patent US 10,208,250
Granted Patent B2
US 10,208,250 · App. 15/105,914 · Granted Feb 19, 2019

Liquid crystal composition and liquid crystal display element using same

Inventors: Shirou Taniguchi (Kita-adachi-gun, JP); Joji Kawamura (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/3402C09K19/0216C09K19/44G02F1/0045C09K2019/0466C09K2019/123C09K2019/3422G02F1/1339G02F1/1341G02F1/1362G02F1/13439G02F1/133516G02F1/133788G02F1/134363G02F2001/13706G02F2001/133746G02F2001/134372
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Quick Facts
Patent No.
US 10,208,250
App. No.
15/105,914
Granted
Feb 19, 2019
Kind
B2
Abstract

Provided are a liquid crystal composition including at least one or more compounds represented by General Formula (i) and at least one or more compounds represented by General Formula (M-1), in which the dielectric constant anisotropy at 25° C. is larger than 0 and 5 or less; and a liquid crystal display element using this composition. The liquid crystal composition has a positive Δε, can have the electrical capacity of the liquid crystal layer (C LC ) reduced to a low level, can be driven at a voltage that is practically sufficiently low, and satisfies at least any one of the requirements of maintaining a liquid crystal phase over a wider temperature range, low viscosity, satisfactory solubility at low temperature, high specific resistance or voltage retention rate, and stability to heat or light; and provide an excellent liquid crystal display element.

Claims (38)

1. A liquid crystal composition comprising compounds, wherein the compounds comprising:

1 to 35% by mass of at least one or more compounds represented by General Formula (i):

wherein in General Formula (i), R i1 and R i2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms; and at least any one of R i1 or R i2 is an alkenyl group, and

5 to 30% by mass of at least one or more compounds represented by General Formula (M-1):

wherein in General Formula (M-1), X M12 , X M13 , X M14 , X M15 , X M16 , and X M17 each independently represent a hydrogen atom or a fluorine atom;

rings A each independently represent a group selected from the group consisting of:

(a) a 1,4-cyclohexylene group in which one —CH 2 — moiety or at least two non-adjacent —CH 2 — moieties present in this group may be substituted by —O—, and

(b) a 1,4-phenylene group in which one —CH═ moiety or at least two non-adjacent —CH═ moieties present in this group may be substituted by —N═, while the group (a) and the group (b) may be each independently substituted with a cyano group, a fluorine atom, or a chlorine atom;

R M1 represents an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms;

Y M11 represents an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a hydrogen atom, a fluorine atom, a cyano group, —CF 3 , or —OCF 3 ; and

n represents an integer from 0 to 2,

30 to 90% by mass of at least one non-polar compound represented by General Formula (L) having a dielectric anisotropy of −1.0 to 1.0:

wherein in General Formula (L), R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms, while one —CH 2 — moiety or at least two non-adjacent —CH 2 -moieties in the alkyl group may be each independently substituted by —CH═CH—, —O—, —CO—, —COO—, or —OCO—;

OL represents 0, 1, 2, or 3;

B L1 , B L2 , and B L3 each independently represent a group selected from the group consisting of:

(a) a 1,4-cyclohexylene group in which one —CH 2 — moiety or at least two non-adjacent —CH 2 — moieties present in this group may be substituted by —O—, and

(b) a 1,4-phenylene group in which one —CH=moiety or at least two non-adjacent —CH=moieties present in this group may be substituted by —N═, while the group (a) and the group (b) may be each independently substituted with a cyano group, a fluorine atom, or a chlorine atom;

L L1 and L L2 each independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH═N—N═CH—, —CH═CH—, —CF═CF—, or —C≡C—; and

in a case in which OL represents 2 or 3, and there are plural L L2 's, they may be identical or different, while in a case in which OL represents 2 or 3, and there are plural B L3 's, they may be identical or different, provided that compounds represented by General Formula (i) and General Formula (M-1) are excluded,

wherein a dielectric constant anisotropy at 25° C. is from 0 to 5,

wherein the liquid crystal composition has a nematic phase-isotropic liquid phase transition temperature (T ni ) of 60° C. to 100° C.,

wherein all ring structures of the compounds included in the liquid crystal composition are 6-membered,

wherein the liquid crystal composition has a rotational viscosity measured at 295 K is from 35 mPa·s to 48 mPa·s.

2. The liquid crystal composition according to claim 1 , further comprising at least one compound represented by General Formula (M):

wherein in General Formula (M), R M1 represents an alkyl group having 1 to 8 carbon atoms, while one —CH 2 — moiety or at least two non-adjacent —CH 2 — moieties in the alkyl group may be each independently substituted by —CH═CH—, —O—, —CO—, —COO—, or —OCO—;

PM represents 0, 1, 2, 3, or 4;

C M1 and C M2 each independently represent a group selected from the group consisting of:

(d) a 1,4-cyclohexylene group in which one —CH 2 — moiety or at least two non-adjacent —CH 2 — moieties present in this group may be substituted by —O— or —S—, and

(b) a 1,4-phenylene group in which one —CH=moiety or at least two non-adjacent —CH=moieties present in this group may be substituted by —N═, while the group (d) and the group (e) may be each independently substituted with a cyano group, a fluorine atom, or a chlorine atom;

K M1 and K M2 each independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —COO—, —OCO—, or —C≡C—;

in a case in which PM represents 2, 3 or 4, and there are plural K M1 's, they may be identical or different, while in a case in which PM represents 2, 3 or 4, and there are plural C M2 's, they may be identical or different;

X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom, or a fluorine atom; and

X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group, provided that compounds represented by General Formula (i), General Formula (M-1) and General Formula (L) are excluded.

3. A liquid crystal display element using the liquid crystal composition according to claim 1 .

4. A liquid crystal display element for IPS mode, OCB mode, ECB mode, VA mode or FFS mode, using the liquid crystal composition according to claim 1 .

5. A liquid crystal display device using the liquid crystal display element according to claim 3 .

6. The liquid crystal composition according to claim 1 , wherein the dielectric constant anisotropy at 25° C. is from +0.5 to +4.0.

7. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition has a nematic phase-isotropic liquid phase transition temperature (T ni ) of 70° C. to 100° C.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2024
From: DIC CORPORATION
To: SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIAL CO., LTD.
Reel/Frame 067528/0688 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 3, 2018
From: TANIGUCHI, SHIROU; KAWAMURA, JOJI
To: DIC CORPORATION
Reel/Frame 047044/0707 →
Priority Claims (1)
JP 2013-266995 · Dec 25, 2013 · national
Continuity (1)
Related Publication 20170029700A1 · Feb 2, 2017